3-[(8S,9S,10R,13S,14S,17S)-17-((R)-1-Hydroxy-ethyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3Z)-ylideneaminooxy]-propionic acid methyl ester | 175026-74-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3-[(8S,9S,10R,13S,14S,17S)-17-((R)-1-Hydroxy-ethyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3Z)-ylideneaminooxy]-propionic acid methyl ester
• CAS: 175026-74-1
• 化学式: C₂₅H₃₉NO₄
• 分子量: 417.589
• InChiKey: OCVNRLDMRFFKIF-PRVMTJBASA-N

反应信息

• 作为反应物：
  描述：

  3-[(8S,9S,10R,13S,14S,17S)-17-((R)-1-Hydroxy-ethyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3Z)-ylideneaminooxy]-propionic acid methyl ester 在 jones reagent 作用下， 以 丙酮 为溶剂， 反应 0.17h， 以60%的产率得到3-[(8S,9S,10R,13S,14S,17S)-17-Acetyl-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3Z)-ylideneaminooxy]-propionic acid methyl ester
  参考文献：
  名称：

  Preparation and properties of 3-(O-(2-carboxyethyl))oxime derivatives of steroid hormones

  摘要：

  Minerals of 3E and 3Z isomers of 3-(O-(2-carboxyethyl))oxime (CEO) derivatives of testosterone and 17 alpha-methyltestosterone were prepared by reaction with (O-(2-carboxyethyl))hydroxylamine. These isomers Mere separated after conversion into methyl esters, and mild alkaline hydrolysis recovered pure E/Z-isomers of 3-CEO derivatives of testosterone and 17 alpha-methyltestosterone. By the same method, after oximation, methylation, and separation, (20R)-20-hydroxypregn-4-en-3-one gave (3E,20R)-20-hydroxgpregn-4-en-3-one, 3(O-(2-carboxyethyl))oxime and (3Z,20R)-20-hydroxypregn-4-en-3-one 3-(O-(2-carboxyerhyl))oxime methyl esters. The oxidation and subsequent hydrolysis of these compounds produced 3E and 3Z isomers of the 3-CEO derivative of progesterone. Pure E/Z-isomers of 3-CEO derivatives are designed for the development of immunoanalytical systems, which make use of the bridge heterology based on the geometric isomerism.

  DOI：

  10.1016/0039-128x(95)00198-y
• 作为产物：
  描述：

  重氮甲烷 、 3-[(8S,9S,10R,13S,14S,17S)-17-((R)-1-Hydroxy-ethyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3E)-ylideneaminooxy]-propionic acid 以 甲醇 、 乙醚 为溶剂， 反应 0.08h， 以63%的产率得到3-[(8S,9S,10R,13S,14S,17S)-17-((R)-1-Hydroxy-ethyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3E)-ylideneaminooxy]-propionic acid methyl ester
  参考文献：
  名称：

  Preparation and properties of 3-(O-(2-carboxyethyl))oxime derivatives of steroid hormones

  摘要：

  Minerals of 3E and 3Z isomers of 3-(O-(2-carboxyethyl))oxime (CEO) derivatives of testosterone and 17 alpha-methyltestosterone were prepared by reaction with (O-(2-carboxyethyl))hydroxylamine. These isomers Mere separated after conversion into methyl esters, and mild alkaline hydrolysis recovered pure E/Z-isomers of 3-CEO derivatives of testosterone and 17 alpha-methyltestosterone. By the same method, after oximation, methylation, and separation, (20R)-20-hydroxypregn-4-en-3-one gave (3E,20R)-20-hydroxgpregn-4-en-3-one, 3(O-(2-carboxyethyl))oxime and (3Z,20R)-20-hydroxypregn-4-en-3-one 3-(O-(2-carboxyerhyl))oxime methyl esters. The oxidation and subsequent hydrolysis of these compounds produced 3E and 3Z isomers of the 3-CEO derivative of progesterone. Pure E/Z-isomers of 3-CEO derivatives are designed for the development of immunoanalytical systems, which make use of the bridge heterology based on the geometric isomerism.

  DOI：

  10.1016/0039-128x(95)00198-y